Alkylation and arylation of pyrazoles under solvent-free conditions:: Conventional heating versus microwave irradiation

被引：31

作者：

Almena, I ^{[1
]}

Díez-Barra, E

de la Hoz, A

Ruiz, J

Sánchez-Migallón, A

Elguero, J

机构：

[1] Univ Castilla La Mancha, Fac Quim, Dept Quim Organ, E-13071 Ciudad Real, Spain

[2] CSIC, Inst Quim Med, E-28006 Madrid, Spain

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1998年 / 35卷 / 06期

关键词：

D O I：

10.1002/jhet.5570350604

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of sodium hydrogen carbonate under solvent-free conditions and microwave irradiation is by far the best method for N-alkylating pyrazoles. The yields are good and the method is devoid of side reactions (quaternization, isomerization, hydrogen halide elimination). Solvent-free conditions are the only ones that allow us to prepare 1-substituted pyrazoles from secondary halides. The procedure using quaternary salts in one-pot provides an interesting alternative for the preparation of 1-heteroarylpyrazoles.

引用

页码：1263 / 1268

页数：6

共 36 条

[31] SYNTHESES WITH SILVER OR SODIUM PYRAZOLES .3. REACTIONS OF SODIUM PYRAZOLES [J].

REIMLING.H ;

NOELS, A ;

JADOT, J ;

VANOVERS.A .

CHEMISCHE BERICHTE-RECUEIL, 1970, 103 (06) :1954-&

[32] THE MECHANISMS OF N-SUBSTITUTION IN GLYOXALINE DERIVATIVES .3. FACTORS DETERMINING THE ORIENTATION OF N-METHYLATION IN SUBSTITUTED GLYOXALINES AND BENZIMIDAZOLES [J].

RIDD, JH ;

SMITH, BV .

JOURNAL OF THE CHEMICAL SOCIETY, 1960, (MAR) :1363-1369

[33]

SCHOFIELD K, 1976, AZOLES

[34]

TORRES J, 1988, J HETEROCYCLIC CHEM, V25, P1138

[35] SIMPLE SYNTHESIS OF ALKYNES FROM 1,2-DIBROMOALKANES USING PTC CONDITIONS [J].

VINCZER, P ;

KOVACS, T ;

NOVAK, L ;

SZANTAY, C .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1989, 21 (02) :232-237

[36]

WEAST RC, 1989, HDB CHEMISTS PHYSICS

← 1 2 3 4 →